| Identification | More | [Name]
2-(TERT-BUTOXYCARBONYLAMINO)PYRIDINE | [CAS]
38427-94-0 | [Synonyms]
2-(BOC-AMINO)-PYRIDINE
2-(N-BOC-AMINO)PYRIDINE
2-(TERT-BUTOXYCARBONYLAMINO)PYRIDINE
T-BUTOXYCARBONYL-2-AMINO PYRIDINE
TERT-BUTYL PYRIDIN-2-YLCARBAMATE
Carbamic acid, 2-pyridinyl-, 1,1-dimethylethyl ester (9CI)
tert-Butyl 2-pyridinecarbamate | [EINECS(EC#)]
640-521-6 | [Molecular Formula]
C10H14N2O2 | [MDL Number]
MFCD03411622 | [Molecular Weight]
194.23 | [MOL File]
38427-94-0.mol |
| Chemical Properties | Back Directory | [Melting point ]
95-97 ºC | [Boiling point ]
253 ºC | [density ]
1.131 | [Fp ]
107 ºC | [storage temp. ]
Inert atmosphere,Room Temperature | [form ]
solid | [pka]
12.56±0.70(Predicted) | [Appearance]
White to off-white Solid | [InChI]
1S/C10H14N2O2/c1-10(2,3)14-9(13)12-8-6-4-5-7-11-8/h4-7H,1-3H3,(H,11,12,13) | [InChIKey]
ORUGTGTZBRUQIT-UHFFFAOYSA-N | [SMILES]
CC(C)(C)OC(=O)Nc1ccccn1 | [CAS DataBase Reference]
38427-94-0(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Uses]
2-(Boc-amino)pyridine is a protected derivative of the amino acid Pyridine, a heterocyclic compound that is commonly found in biological specimens (such as human red blood cells), and is used as a starting reagent and intermediate in the chemical and pharmaceutical industries. | [Synthesis]
General method: 2-aminopyridine (1 mmol) and di-tert-butyl dicarbonate (1.1 mmol) were placed in a microwave reaction vial. The reaction was carried out using an LG microwave oven MG 555f set at 100°C and 300W. The reaction process was monitored by thin layer chromatography (TLC). Upon completion of the reaction, ice water was added to the reaction mixture to precipitate tert-butyl pyridin-2-ylcarbamate. The solid product was collected by filtration and washed with excess cold water. The resulting product is pure enough for routine applications. For further characterization, it can be purified by column chromatography using neutral alumina as adsorbent with a solvent ratio of hexane: ethyl acetate (7.5:2.5). | [References]
[1] Chemistry Letters, 2010, vol. 39, # 11, p. 1127 - 1129
[2] Journal of Organic Chemistry, 2002, vol. 67, # 14, p. 4965 - 4967
[3] RSC Advances, 2014, vol. 4, # 47, p. 24544 - 24550
[4] New Journal of Chemistry, 2018, vol. 42, # 12, p. 10142 - 10147
[5] Tetrahedron Letters, 2007, vol. 48, # 47, p. 8318 - 8322 |
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